Indole-5-carboxylic acid Chemical Properties

Melting point:

211-213 °C (lit.)

Boiling point:

287.44°C (rough estimate)

Density 

1.2480 (rough estimate)

refractive index 

1.5050 (estimate)

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

solubility 

Soluble in ethanol (50 mg/ml), dimethyl sulfoxide and methanol.

form 

Powder

pka

4.40±0.30(Predicted)

color 

Light beige to yellow

BRN 

124391

InChIKey

IENZCGNHSIMFJE-UHFFFAOYSA-N

CAS DataBase Reference

1670-81-1(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xn,Xi

Risk Statements 

36/37/38-21/22

Safety Statements 

22-24/25-36/37/39-26

WGK Germany 

3

HazardClass 

IRRITANT

HS Code 

29339990

MSDS

• Language:English Provider:Indole-5-carboxylic acid
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
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Indole-5-carboxylic acid Usage And Synthesis

Chemical Properties

light beige to yellow powder

Uses

Reactant for preparation of tryptophan dioxygenase inhibitors pyridyl-ethenyl-indoles, as potential anticancer immunomodulators 1 Reactant for preparation of indolyl-quinolines via metal- and solvent-free autoxidative coupling reaction 2 Reactant for preparation of anthranilic acids using bromamine-B oxidant and palladium chloride catalyst 3 Reactant for synthesis of indirubin derivatives 4 Reactant for preparation of amide conjugates with ketoprofen, as inhibitors of Gli1-mediated transcription in Hedgehog pathway 5 Reactant for preparation of piperazine-bisamide analogs as human growth hormone secretagogue receptor antagonists for treatment of obesity.

Uses

Indole-5-carboxylic acid is the suitable reagent used to study the intermolecular excited state proton transfer in indole-2-carboxylic acid and indole-5-carboxylic acid in various solvents in acidic, basic, and neutral media by steady state and time resolved fluorescence spectroscopy. It may be used in the electrochemical synthesis of poly(indole-5-carboxylic acid) (PICA) films. Also used as reactant for preparation of tryptophan dioxygenase inhibitors pyridyl-ethenyl-indoles, as potential anticancer immunomodulators, synthesis of indirubin derivatives and amide conjugates with ketoprofen, as inhibitors of Gli1-mediated transcription in Hedgehog pathway.

Uses

Indole-5-carboxylic acid is the suitable reagent used to study the intramolecular excited state proton transfer in indole-2-carboxylic acid and indole-5-carboxylic acid in various solvents in acidic, basic, and neutral media by steady state and time resolved fluorescence spectroscopy. It may be used in the electrochemical synthesis of poly(indole-5-carboxylic acid) (PICA) films.

Definition

ChEBI: Indole-5-carboxylic acid is an indolecarboxylic acid in which the carboxy group is the only substituent and is located at position 5. It has a role as a plant metabolite.

General Description

Indole-5-carboxylic acid is an indole derivative. On electropolymerization, it affords electroactive polymer film of poly(indole-5-carboxylic-acid). Different concentrations of indole-5-carboxylic acid in sulfuric acid solution has been investigated for the preventive action against mild steel corrosion. On electropolymerization it affords a trimeric product. Characterization studies of the trimeric product by ¹H NMR and various one- and two-dimensional NMR techniques have been reported.

Indole-5-carboxylic acid(1670-81-1)Related Product Information

• INDOLE-7-BORONIC ACID
• IMIDAZO[1,2-A]PYRAZINE
• Indoline-2-carboxylic acid
• ETHYL INDOLE-2-ACETATE
• INDOLIZINE-2-CARBOXYLIC ACID
• Indole-5-carboxaldehyde
• 11,12-Dihydroindolo[2,3-a]carbazole
• 2-(Pinacolateboryl)indole
• Indol-1-yl-acetic acid
• Indole-3-butyric acid
• Indometacin
• Indole
• Folic acid
• EPA
• Indole-3-acetic acid
• Methyl indole-5-carboxylate
• ETHYL INDOLE-5-CARBOXYLATE
• 5-Cyanoindole